Tag Archives: Erotica

Trials and Tribulations of a chastity slave – Installment #10

Friday, 10 May 2019 17:57
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Installment #10 – Mistress Ayn is a “cat person”

Before anyone, especially Mistress Ayn, is offended by the title of this installment, let me explain.  A wise Mistress explained to me that “a cat often plays with what it has captured before devouring it.”  When realizing that Mistress Ayn has that same practice when training me, i smiled acknowledging that Mistress Ayn is a “cat person,” both in Her behavior as my Mistress and in real life (i know, i was ordered to clean out the cat litter box as Her slave).  There are many examples of how Mistress Ayn “plays with me as Her captive slave.”

Recently, Mistress Ayn ordered me to perform three days of ball torture (rubbing with my hands, rubbing with ice, and hard slapping) while still in chastity after weeks of denial in preparation for an eventual orgasm.

Occasionally Mistress Ayn permits me to be released from Her cage for successive days.  She then orders me to tease and deny Her cock each day for longer periods of time but never permitted to orgasm as the tension builds.

When preparing for another weekend of slave training at the FemDom Mansion, Mistress Ayn would only provide vague references about what was in store for my weekend of slave training.  Enough to get me thinking and worried, but never enough to let me know what actually might happen.

Mistress Ayn has suggested in an email that i may be allowed to orgasm on an undetermined day in the near future with tasks to perform until then, but i never really know if an orgasm will actually occur or She will take it away from me.

There is a pattern of toying with me as Her slave, like a cat that toys with its captured prey before devouring it.  Mistress Ayn is definitely a “cat person.”

Trials and Tribulations of a chastity slave – Installment #9

Thursday, 02 May 2019 20:05
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Installment #9 – Breaking down “hard limits”

As Mistress Ayn’s chastity slave i am finding that many of my so-called “hard limits” are dropping off that list.  Before becoming Mistress Ayn’s slaveboy, i passionately resisted many things:

  1. Gag – with a quick reflex against objects in my mouth,
  2. Blindfold – wanting to see what was going on in a session,
  3. Piercing – afraid of blood being drawn during a session and the pain associated with piercings,
  4. Marks from whipping – again afraid of drawn blood, a worry over marks being seen by others in my vanilla life, and the potential for intense pain,
  5. Anal play – uncomfortable with any activity in my ass and fearful of the pain involved,
  6. Foot worship – disinterested in touching anyone’s feet or having my own touched,
  7. Feminization – never considered myself to pass as a woman – which is how i viewed this play,
  8. No safe words – always needing a way out of the play, and

Collectively all of these hard limits have disappeared and their presence are a mainstay in my current slave training.

Why? There appears to be two primary reasons.

Most importantly, i am now being trained by a Mistress whom i completely trust.  Mistress Ayn, and other Mistresses i serve, know how to introduce these activities into a session without causing me harm or raising unnecessary fears.  They are presented sanely and safely but still with intensity.  Mistress Ayn also has made it clear that these activities bring pleasure to Her and Her friends and that is my ultimate goal as a submissive.  Oddly, i now crave many of these activities in a session since they are amazing experiences in my journey as Mistress Ayn’s chaste slaveboy.

Secondly, i am learning how to give up control.  Rather than orchestrating a session by imposing these hard limits, i am simply asking for three things: to be controlled, humiliated and experience pain.  This tri-fold desire runs counter to many of my former hard limits.  By giving up the control in a session and more and more in my life, i am accepting, even embracing, new experiences, such as each of these so-called hard limits on the list.

A lesson learned, at the hands of a skilled Mistress whom i trust completely, is a wonderful lesson learned.

Trials and tribulations of a chastity slave – Installment #8

Saturday, 06 April 2019 10:31
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Installment #8 – When “playing” with chastity became a “lifestyle” of chastity. – by slaveboy

Many men and some couples “play” with chastity.  As a male, it was a fun way to fantasize that a Dominant Woman was in control of my cock and restricting me from getting an erection or orgasming.  i would put on the cage for a few minutes, an hour, or even a day, but then remove it when i wanted and revert to my familiar masturbation practices.

Couples often use chastity as a way to spice up their sex life, with the female taking control and the male submissive.  It is a fun way to spend a day together, or a weekend, or for the dominant partner to threaten longer chastity sentences.

Yet, at some point my “playing” with chastity became living a chastity “lifestyle.”  Once Mistress Ayn became my Keyholder and took over control of Her cock with Her chastity cage, my world was turned upside down, but in a good way.

Now i am permitted release from Her chastity cage for a few minutes, or an hour, or rarely a full day.  i never know when this permission will be granted.  Then, it is back to normal for me – back in Her cage, often without an orgasm and very rarely after a real orgasm.

i am unsure when this transformation actually occurred.  When did i realize that W/we were not “playing” with chastity but it was now a lifestyle?  Each month i pay my keyholder fee, as a tribute for the attention that Mistress Ayn gives me as Her chaste slave.  Each month there is no discussion of ending this relationship, nor do i intend to bring up.  W/we do not have a set ending – not after a month, or six months, or a year.  She does not refer to my chastity as permanent chastity but prefers indefinite chastity.

Indefinite, as in a lifestyle, suits me just fine.  It brings me closer to my desire for a female-led relationship, a life where i do not control my cock, and a re-orientation of my attitude toward pleasing a Woman, my Mistress, rather than satisfying my selfish carnal desires.  This seems to work for me right now in my life, even though i am not fully aware of when this transformation actually occurred.

Trials and tribulations of a chastity slave – Installment 7

Saturday, 30 March 2019 19:32
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Installment #7 – The “Evils” of ED Drugs – by slaveboy

Many men are aware (and an increasing number of women) that there are erectile dysfunction (ED) drugs on the market: Viagra, Cialis, and more.  Mistress Ayn enjoys ordering me to take one of these ED drugs since it does shorten the time for me to become erect after removal of Mistress’s chastity cage and the time i can remain erect.

Yet, Mistress Ayn’s enjoyment is in how She decides to use this medication – not exactly as prescribed.  Rather, She orders me to take the ED pill and then edge myself for a pre-determined length of time.  Since it has been so long since my last ordered edging session, i am erect within a few minutes – the ED pill has its effect.  But, rather than “finishing” and orgasming, Mistress Ayn orders me to stop before orgasm and place Her cock back into Her chastity cage.

This is where the “evils” of the ED pill start to become evident.  It is difficult to get a fully erect cock back into a small chastity cage.  But, as an obedient slave, i comply.

Then, the “evils” of the ED pill continue.  My ED pill “works” for a few days, but i am typically in chastity after the edging session.  Thus, any miniscule arousal is frustrating and painful as Mistress’s cage restricts me from becoming erect.  Mistress Ayn knows this, obviously, and often orders me to watch porn, further aggregating the frustration and painfulness and exacerbating the “evils” of the ED pill.

What is a medical marvel for many men and a wonder drug that enhances most relationships is a brilliantly evil and sadistic way for Mistress Ayn to further control me and remind me that She indeed is in charge of me and Her cock.  i am so appreciative of learning the lesson of the “evils” of the ED pill and having Mistress Ayn control my life, which includes Her cock.

Trials and tribulations of a chastity slave. Installment #6

Thursday, 07 March 2019 11:51
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Installment #6 – A Memorable Super Bowl Sunday – by slaveboy

Most of America’s attention was on Super Bowl LIII. i did favor the LA Rams, born in LA, and my current hometown team has lost repeatedly to the New England Patriots, so animosity against that team. Mistress Ayn decided Super Bowl Sunday was a key day in my chastity sentence. Anxious for some release and possibly the first orgasm in 2019, i jokingly suggested that the Super Bowl was moved up to Wednesday – She knew better – and then on Saturday i informed Mistress Ayn that it was Sunday in Australia – again, She stood fast.

Finally, on Super Bowl Sunday i was ordered to remove the chastity cage, not wear underwear, and take an ED pill. This caused me to be erect most of the day. Mistress Ayn also told me to repeatedly edge during the day and “make Me proud.” i took this to mean – edge often and for longer periods of time, as She has ordered me to do in the past. i achieved five edges during the day and each for a longer period – 10, 15, 20, 25, and finally 30 minutes. It was extremely difficult to not “go over the edge” as i had not had an orgasm for two weeks and no “real” orgasm for five weeks.

Mistress Ayn explained – if “your” Rams win, you can orgasm but ruin it. If the Patriots win, you can have a “real” orgasm. i also knew it was implied to “recycle” my discharge.

Watching the game was difficult since i wanted to cheer for my Rams, but also wanted a real orgasm. Despite a low-scoring (read: boring) game, the Patriots did win. i did get my “real” orgasm – a huge load, all recycled – despite my sadness at the outcome of the game.

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